ChemInform Abstract: Bidirectional Approach to Symmetrical Spiro-1,3-bisketone via Grignard Reaction and Two Fold Ring-Closing Metathesis as Key Steps.

ChemInform ◽  
2015 ◽  
Vol 46 (38) ◽  
pp. no-no
Author(s):  
Sambasivarao Kotha ◽  
Rashid Ali ◽  
Mirtunjay Kumar Dipak
Keyword(s):  
Grignard Reaction ◽  
Ring Closing Metathesis ◽  
Key Steps

scholarly journals Design and synthesis of hybrid cyclophanes containing thiophene and indole units via Grignard reaction, Fischer indolization and ring-closing metathesis as key steps

2015 ◽  
Vol 11 ◽  
pp. 1514-1519 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Ajay Kumar Chinnam ◽  
Mukesh Eknathrao Shirbhate
Keyword(s):  
Grignard Reaction ◽  
Ring Closing Metathesis ◽  
Design And Synthesis ◽  
Synthetic Strategy ◽  
Fischer Indolization ◽  
Grignard Addition ◽  
Key Steps

We demonstrate a new synthetic strategy to cyclophanes containing thiophene and indole moieties via Grignard addition, Fischer indolization and ring-closing metathesis as key steps.

scholarly journals Spiro annulation of cage polycycles via Grignard reaction and ring-closing metathesis as key steps

2015 ◽  
Vol 11 ◽  
pp. 1367-1372 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Mohammad Saifuddin ◽  
Rashid Ali ◽  
Gaddamedi Sreevani
Keyword(s):  
Single Crystal ◽  
Diels Alder ◽  
Grignard Reaction ◽  
X Ray Diffraction ◽  
Ring Closing Metathesis ◽  
Cage Compounds ◽  
X Ray ◽  
Synthetic Strategy ◽  
Cage Compound ◽  
Key Steps

A simple synthetic strategy to C 2-symmetric bis-spiro-pyrano cage compound 7 involving ring-closing metathesis is reported. The hexacyclic dione 10 was prepared from simple and readily available starting materials such as 1,4-naphthoquinone and cyclopentadiene. The synthesis of an unprecedented octacyclic cage compound through intramolecular Diels–Alder (DA) reaction as a key step is described. The structures of three new cage compounds 7, 12 and 18 were confirmed by single crystal X-ray diffraction studies.

scholarly journals A short stereoselective synthesis of (+)-(6R,2′S)-cryptocaryalactone via ring-closing metathesis

2009 ◽  
Vol 5 ◽  
Author(s):  
Palakodety Radha Krishna ◽  
Krishnarao Lopinti ◽  
K L N Reddy
Keyword(s):  
Stereoselective Synthesis ◽  
Metathesis Reaction ◽  
Ring Closing Metathesis ◽  
Propargylic Alcohol ◽  
Key Steps

A short stereoselective synthesis of (+)-(6R,2′S)-cryptocaryalactone was successfully completed. Key steps included the application of Carreira’s asymmetric alkynylation reaction to form a propargylic alcohol and subsequently lactone formation using the powerful ring-closing metathesis reaction.

Ring-Closing Metathesis Approach to Cage Propellanes Containing Oxepane and Tetrahydrofuran Hybrid System

Synthesis ◽  
2017 ◽  
Vol 49 (24) ◽  
pp. 5339-5350 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Subba Cheekatla ◽  
Darshan Mhatre
Keyword(s):  
Claisen Rearrangement ◽  
Alder Reaction ◽  
Diels Alder ◽  
Ring Closing Metathesis ◽  
Cage Compounds ◽  
Transannular Cyclization ◽  
Diels Alder Reaction ◽  
Grignard Addition ◽  
Key Steps ◽  
First Time

The preparation of a variety of structurally interesting oxygenated cage compounds involving atom-economic processes such as Claisen rearrangement, Diels–Alder reaction, [2+2] photocycloaddition, and ring-closing metathesis (RCM) as key steps is reported. For the first time, oxepane ring system is introduced in cage framework using olefin metathesis as a key step. These cage systems assembled here are difficult to prepare by traditional methods. The synthetic sequence described here opens up new routes to higher order polycycles containing heteroatoms without the involvement of protecting groups. Transannular cyclization observed during Grignard addition and the RCM protocol used here may be applicable to generate unknown oxygenated cage systems.

Stereoselective Total Syntheses of (3R,5R)-Sonnerlactone and (3R,5S)-Sonnerlactone

2017 ◽  
Vol 12 (9) ◽  
pp. 1934578X1701200
Author(s):  
Supriya Ghanty ◽  
P. Rasvan Khan ◽  
B. V. Subba Reddy
Keyword(s):  
Malic Acid ◽  
Ring Closing Metathesis ◽  
Total Syntheses ◽  
Key Steps ◽  
Barbier Allylation

A highly convergent and concise total syntheses of (3 R,5 R)-Sonnerlactone and (3 R,5 S) Sonnerlactone from a readily available L-malic acid is described. The following series of reactions such as Barbier allylation, photochemical esterification and Ring Closing Metathesis (RCM) are utilized as key steps to accomplish their syntheses.

scholarly journals Stereoselective Total Synthesis of (6S)-5,6-Dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-one from L-Malic Acid

2018 ◽  
Vol 13 (7) ◽  
pp. 1934578X1801300
Author(s):  
Dandekar Chandrakanth ◽  
Yerragorla Gopala Rao ◽  
Tallapally Swamy ◽  
Dhanraj O Biradar ◽  
Lonavath Vishnupriya ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Malic Acid ◽  
Ring Closing Metathesis ◽  
Stereoselective Reduction ◽  
Key Steps ◽  
Barbier Allylation

A stereoselective total synthesis of an antiproliferative and antifungal natural product, (6 S)-5,6-dihydro-6-[(2 R)-2-hydroxy-6-phenylhexyl]-2 H-pyran-2-one has been accomplished using the Barbier allylation, LiAlH4/LiI mediated syn-stereoselective reduction and olefin ring-closing metathesis (RCM) as the key steps. L-Malic acid was used as a chiral precursor for the construction of syn-1,3-diol moiety of the molecule.

scholarly journals Synthesis of indole-based propellane derivatives via Weiss–Cook condensation, Fischer indole cyclization, and ring-closing metathesis as key steps

2013 ◽  
Vol 9 ◽  
pp. 2709-2714 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Ajay Kumar Chinnam ◽  
Arti Tiwari
Keyword(s):  
Ring Closing Metathesis ◽  
Key Steps

A variety of highly functionalized indole-based [n.3.3]propellane derivatives is described. The synthesis of the propellane derivatives involves a Weiss–Cook condensation, a Fischer indole cyclization, and a ring-closing metathesis as key steps.

scholarly journals The total synthesis of D-chalcose and its C-3 epimer

2013 ◽  
Vol 9 ◽  
pp. 2620-2624 ◽  
Author(s):  
Jun Sun ◽  
Song Fan ◽  
Zhan Wang ◽  
Guoning Zhang ◽  
Kai Bao ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Grignard Reaction ◽  
Efficient Synthesis ◽  
Camphorsulfonic Acid ◽  
Asymmetric Dihydroxylation ◽  
Key Steps ◽  
Stereogenic Center ◽  
Hydroxy Groups

We completed a new and efficient synthesis of D-chalcose (I) and the first synthesis of its C-3 epimer (I′) in nine steps with overall yields of 23% and 24%, respectively. The key steps in the sequence were the formation of the stereocenter on C3 via Grignard reaction, the introduction of the stereogenic center on C2 by Sharpless asymmetric dihydroxylation, the protection of the C1 and C2 hydroxy groups with tert-butyldimethylsilyl trifluoromethanesulfonate (TBSOTf), and the selective cleavage of the primary OTBS ether using catalytic DL-10-camphorsulfonic acid (CSA) in MeOH.

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